14 Best Coffee Shops in Winchester

Bro Bears Drive-Thru Coffee Coffee Shops • $
1141 Berryville Ave, Winchester

Customers` Favorites

Bro Bears Loaded Oatmeal
Bro Bears Giant Muffins
Caramel Apple Blossom
Fresh Hot Mini Donuts
And White Chocolate
Cinnamon Bro Bun
Brewed Coffee
Honey Bear
Smore Bro
Iced Latte

“I'm usually pulling through in the 6 a.m. hour, and they are always so friendly. It makes my morning. They really listened when I asked for my coffee to be less strong and made a delicious drink. I appreciate the friendly personal service.“

4.7 Superb64 Reviews
Hopscotch Coffee & Records Coffee Shops • $
250 Millwood Ave, Winchester

Customers` Favorites

Hopscotch Coffee Roasters
Coffee Sub
Milk Alt

“What a delightful coffee shop! I love chai and they had one of the best chai lattes I’ve gotten at a coffee shop ever. Not overly sweet but completely delicious. I was driving through on my way back from visiting my sister and this is a stop I’ll plan to make again in the future!“

4.7 Superb56 Reviews
Espresso Bar & Cafe Cafe • $
165 N Loudoun St, Winchester

Customers` Favorites

Breakfast Sandwich
Hot Vanilla Latte
Coffee Cake
Mocha Latte

“This place is so cozy and cute and the food and drink are amazing. I love asking for a surprise drink every time I’m there so I am always trying new things on the menu.Vegetarian options: They have vegetarian friendly optionsKid-friendliness: There is a little book selection in the back seating area where there are kids books and I have seen several families enjoy thatWheelchair accessibility: There is a ramp to get in the door and is flat once you are inside. I can see the walkway to the back seating area being challenging but there is room upfront for seating. The doors don’t have automatic opening buttons, but there are 2 doors so despite it being an old building you should be able to get in if someone holds the door for you.“

4.6 Superb56 Reviews
Duck Donuts Donut Shops • $
3103 Valley Ave Unit 104, Winchester

Customers` Favorites

Duck Donuts Made-To-Order Donuts
Duck Donuts Breakfast Sandwich
Peanut Butter Paradise
Maple Bacon

“I got 2 half dozen glazed donuts…they were excellent! Great customer service experience as well. My only suggestion would be to put a piece of wax paper in the boxes before putting donuts in there. My donuts were sticking to the box & I would prefer not to have to pull the donut away from the box.“

4.5 Superb66 Reviews
Tropical Island Coffee & Cafe Jamaican • $
39 W Piccadilly St, Winchester

Customers` Favorites

Jamaican Patty Empanadas with Blue Mountain Coffee
Curry Chicken Lunch Plate
Jerk Chicken Lunch Plate
Large Jerk Chicken Meal
Jamaican Jerk Chicken
Jerk Chicken Dinner
Fried Plantains
Curried Chicken
Stewed Chicken
Beef Empanada

“This is by far my favorite restaurant. I live an hour and a half away and anytime we are in Winchester I get the jerk chicken and a meal to go for my lunch the next day. The employees are very friendly and always cheerful. I recommend this place to everyone.“

4.6 Superb49 Reviews
Restaurant y Pupuseria Mi Ranchito Mexican • $
2018 S Loudoun St, Winchester

Customers` Favorites

Steak Chicken and Shrimp Dinner Salad
Salvadoran Dishes & Soups
Bistec Encebollado
Sopa De Mariscos
Mexican Dishes
Carne Azada
Pupusas
Tacos

“Everything was absolutely delicious, from the beans to the steak to the garnachitas. It did take a bit for our food but everything seemed to be made fresh to order, which is ALWAYS worth the wait. The constant line of people picking up to go orders could also explain the wait, but also a good sign if that many people like it there! Staff was friendly, and and restaurant was very clean.“

4.5 Superb50 Reviews
Hideaway Café Coffee Shops • $
141 S Loudoun St, Winchester

Customers` Favorites

Chicken Salad on Toasted Whole Wheat
Blueberry Muffin
Breakfast Wrap
Cinnamon Bun
Salads

“Adorable little coffee shop with light fare offered. I absolutely love the decor! The employees and owner were not very friendly or welcoming, but my friend and I did have 3 toddlers between us so maybe they were just overwhelmed by the noise.“

4.4 Superb47 Reviews
Starbucks Coffee Shops • $
1690 S Pleasant Valley Rd, Winchester

Customers` Favorites

Sugar Cookie Almondmilk Crème Frappuccino Blended Beverage
Peppermint Mocha Crème Frappuccino Blended Beverage
Pumpkin Spice Frappuccino Blended Beverage
Double-Smoked Bacon Cheddar & Egg Sandwich
Mocha Frappuccino Blended Beverage
Venti White Chocolate Mocha Latte
Strawberry FRAP and Bantam Bagels
Ham & Swiss Croissant
Small Shopping Bag
White Mocha Latte

“Friendly staff. Consistent beverage flavors. I can’t stay away from the chocolate croissants.Vegetarian options: They offer oat milk, coconut milk and almond milk as dairy alternatives.Parking: There are plenty of spaces but when the drive thru gets backed up the line of cars block the parking spaces.“

4.3 Superb53 Reviews
Starbucks Coffee Shops • $
191 Market St, Winchester

Customers` Favorites

Caramel Ribbon Frappuccino

“Super nice girl, I don’t know her name but she’s sweet love that women, 10/10 I was having problems with the app it would’nt give me my birthday drink but she was such a sweet lady and offered that to me. I owe her my life. Love and prayers #“

4.4 Superb32 Reviews
Big L's Bagels Coffee & Tea • $
38 E Piccadilly St, Winchester

Customers` Favorites

Bacon Egg and Cheese Bagel
Main Event Bagel Sandwich
Smoked Salmon Bagels
Breakfast Sandwich
Bagel with Spread
Handmade Bagels
Dr P Bagel
Lox

“Ordered a bagel sandwich & caramel latte. Both were to die for!! Wish I lived closer so I could grab one everyday. Half of the cafe was closed off, so we couldn’t sit down & eat, but there was a window counter we could stand & people watch. Loved it!“

4.1 Good74 Reviews
Starbucks Coffee Shops • $
2340 Legge Blvd, Winchester

“Stopped by, just to go to Starbucks, the wife wanted a cup of coffee and only Starbucks will do. Will shop Target at another time. Starbucks knows how to hire - always meet very nice people there. These nice people also know their way around coffee. The wife remarked that it was a very good cup of coffee. Did not purchase any food, the service was excellent and the atmosphere pleasant. Get a chance, stop by.“

4.1 Good52 Reviews

12
Dunkin'

Dunkin' Coffee Shops • $
2605 Valley Ave, Winchester

Customers` Favorites

Wake-Up Wrap - Turkey Sausage Egg and Cheese
Vanilla Ice Coffee with Whipped Cream
Caramel Iced Macchiato
Bacon Egg and Cheese
English Muffin
Iced Latte
Donuts

“Small drink size isn't that small. You can get a maple bacon egg and cheese on your choice of bread ( I like the croissants) for $4.79 and a small ice coffee with whipped cream that looks like a medium everywhere else for $3.89. Breakfast under $10.“

4.1 Good35 Reviews
Starbucks Coffee Coffee Shops • $
109 Market St, Winchester

“the location is very near Shenandoah University, so it is always a busy place. the drinks are all fine, but the biggest drawbacks to this location is the the speaker at the drive through is sometimes hard to hear and it seems all locations were told to be more "personable" and the baristas ask all sorts of questions but you can tell they don;t care what your answer is. comes across as rather fake.“

4.2 Good15 Reviews
Kung Fu Tea Winchester Bubble Tea •
1850 Apple Blossom Dr KI 11, Winchester

Customers` Favorites

Passion Fruit

“Visited my sister for some last-minute Christmas shopping, and she recommended trying the boba at the mall she enjoyed before. Opted for matcha tea while she went for caramel coffee--both delicious! It was my first time having boba with coffee and bubbles (as they call it), and it was quite tasty. Good customer service as well.“

3.8 Good32 Reviews
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